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Cesium carbonate → 6-[(S)-1-(Tetrahydrofuran-2-yl)methoxy]isochroman-1-one

HRID 1913839
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HRID 1913839 반응식
[OH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[O:7][CH2:6][CH2:5]2.[O:13]1[CH2:17][CH2:16][CH2:15][C@H:14]1[CH2:18]OS(C)(=O)=O.C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C=O)C>[O:13]1[CH2:17][CH2:16][CH2:15][C@H:14]1[CH2:18][O:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[O:7][CH2:6][CH2:5]2
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 10796Cesium carbonateHCID 18649743(S)-1-(tetrahydrofuran-2-yl)methyl methanesulfonateHCID 552751836-Hydroxyisochroman-1-one

생성물 1

HCID 666799246-[(S)-1-(Tetrahydrofuran-2-yl)methoxy]isochroman-1-one

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
70 °C

실험 절차

A mixture of 6-hydroxyisochroman-1-one (332 mg), methanesulfonic acid (S)-1-(tetrahydrofuran-2-yl)methyl ester (284 mg), cesium carbonate (1.28 g) and DMF (8 ml) was heated to 70° C. for 7 hours. The cooled reaction mixture was partitioned between water and ethyl acetate. The organic phase was dried and concentrated. The crude product was purified by chromatography on silica gel. The product was thus obtained with the molecular weight of 248.28 (C14H16O4); MS (ESI): 249 (M+H+).

후처리

  1. customThe cooled reaction mixture
  2. customwas partitioned between water and ethyl acetate
  3. customThe organic phase was dried
  4. concentrationconcentrated
  5. customThe crude product was purified by chromatography on silica gel
  6. customThe product was thus obtained with the molecular weight of 248.28 (C14H16O4)

출처 및 근거

ORD 기록
ord-479277afa50642e5ab09e55d4fed40ca
출처 데이터셋
uspto-grants-2013_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08609731B2

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